It's important to realize that you do not have to hire the attorney who drew up the deceased person's will - or at all. If that lawyer has the original document, ask for it—you're entitled, as executor—and proceed to hire a lawyer you pick. The lawyer is working for you, not for the deceased person. You want someone you can rely on and work well with.
When you meet with a lawyer you're thinking about hiring, it's easy to start getting into the nuts and bolts of a probate proceeding right away. Many lawyers who have done a lot of probates have a preferred way of working, and may quickly start asking you for documents and information.
Make sure you get some questions answered first. Tell the attorney that you plan to talk to several lawyers before you hire one for the estate work, and then ask each one the same questions, along these lines:
If you think the estate is large enough to owe state or federal estate tax, the level of complexity of your case is higher. Ask some specific questions, such as:
You may be surprised to find that you get very different answers from different people.
Of course, you want to hire an attorney who's competent—one who knows the law and who can handle your probate case effectively and efficiently, even if an unusual issue crops up. But if you called attorneys who were personally recommended to you or are well-regarded by other local lawyers, you're probably going to be okay on the basic knowledge front. Probate, usually, isn't very complicated; in most cases, it's only routine paperwork.
What may be just as important as finding a knowledgeable and experienced lawyer is to find a lawyer you feel comfortable with. First of all, you want someone who communicates clearly; many lawyers have a terrible habit of throwing around legal terms that clients have no way of understanding. You also want to work with someone respects your efforts to learn about probate and, if you wish, to do some of the work yourself.
So in that first meeting, don't just admire the law school diploma that's framed and hanging on the office wall. Pay close attention to how clearly the lawyer explains the process, how well the lawyer listens to your concerns, and how respectful the lawyer is. Don't make a decision immediately; tell the lawyer that you'll make a decision promptly and call back.